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Hilton Head Real Estate · Newest Listings

$489,000

ACTIVE Status

4 Beds

4 Baths

2,022 SqFt.

HILTONHEAD-512139 MLS

Allenwood SubDv.

Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$199,000

ACTIVE Status

1 Beds

2 Baths

813 SqFt.

HILTONHEAD-512397 MLS

Marsh Side Villas SubDv.

LEAST EXPENSIVE CONDO ON THE MARKET IN ONE OF THE MOST DESIRABLE COMMUNITIES ON THE NORTH END OF HILTON HEAD ISLAND. MARSH SIDE HAS FANTASTIC COMMUNITY AMENITIES, INCLUDING POOL COMPLEX, TENNIS COURTS, PLAYGROUND, FITNESS CENTER, AND PICNIC AREA. CLOSE TO SCHOOLS AND MAIN STREET SHOPPING AND DINING. FOUR GREAT WATERFRONT RESTAURANTS WITH THE BEST SUNSET VIEWS RIGHT DOWN GUM TREE ROAD.THIS POPULAR 1BR 1 AND 1/2 BATH LOFT VILLA OFFERS AN INVITING LIVING SPACE FEATURING A COZY FIREPLACE IN THE LIVINGROOM OPEN TO THE KITCHEN AND CONVENIENT HALF BATH ON THE FIRST FLOOR . PERFECT PERMANENT RESIDENCE, SECOND HOME OR RENTAL INVESTMENT PROPERTY. NEW AC 3YR OLD, WATER HEATER 2YR OLD, AND LARGE STACKABLE WASHER AND DRYER ONE YEAR OLD. LARGE OUTSIDE STORAGE ROOM AT FRONT DOOR FOR BIKES OR BEACH CHAIRS. LARGE WALK IN CLOSET OFF THE MASTER BEDROOM ON THE SECONDFLOOR WITH FULL BATH. EXTERIOR PAINTED JULY 2026. LOW POA FEES, ON-SITE PROPERTY MANAGERS. YOU CAN ENJOY THE ISLAND BENEFITS WITHOUT THE WORRY OF OUTSIDE MAINTENCE. CLOSE TO THE ISLAND RECCREATION CENTER, PARKS, PUBLIC BOAT LANDINGS, SAILING & ROWING CENTER, CROSS ISLAND PARKWAY, THE LIBRARY, MEDICAL OFFICES, THE HOSPITAL, BANKS, GROCERY STORES AND THE HILTON HEAD ISLAND AIRPORT AND MILES OF WALKING AND BIKE TRAILS. THIS ONE WON'T LAST.

5 Gumtree Road Unit E-10, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$339,000

ACTIVE Status

1 Beds

1 Baths

960 SqFt.

HILTONHEAD-512385 MLS

The Preserve At Indigo Run SubDv.

Discover the easygoing island lifestyle you've been waiting for at The Preserve at Indigo Run! This inviting one-bedroom condo offers a wonderful blend of comfort, style, and privacy in one of Hilton Head Island's most desirable gated communities. Step inside to a light and welcoming interior featuring warm neutral walls, crown molding and beautiful easy care wood style flooring. The inviting living room opens to a screened porch overlooking a charming community park, creating a peaceful setting framed by mature trees and lush landscaping. Large sliding glass doors seamlessly connect the indoor and outdoor living spaces. The well-designed kitchen features crisp white cabinetry, granite countertops, and ample storage. The beautifully updated bathroom offers a fresh, contemporary feel with a sleek white vanity, modern fixtures and a spacious walk-in shower accented by dramatic textured black tile, and rainfall shower head with handheld shower system. The primary bedroom offers a light, airy retreat with a soothing neutral palette, screened balcony style door, and a spacious walk-in closet. Enjoy an array of community amenities including a resort-style pool, fitness center, clubhouse, tennis and pickleball and it's pet friendly too. Conveniently located near Hilton Head Island beaches, golf, shopping, and outstanding dining, this condo is an ideal choice for a full-time residence or second home. Includes Vivint Smart Home System with remote access from anywhere. Some photos are virtually staged to show what the space can do.

4 Indigo Run Drive Unit 1811, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$785,000

ACTIVE Status

6 Beds

8 Baths

4,622 SqFt.

HILTONHEAD-512378 MLS

Seaside Sparrow SubDv.

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,329,000

ACTIVE Status

4 Beds

4 Baths

3,126 SqFt.

HILTONHEAD-512185 MLS

Paddocks SubDv.

Lake views, abundant natural light, and a spacious corner setting define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on acorner homesite, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout withcoffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, thescreened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. Aprivate elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "LittleBig Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. Thethree-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lakeviews, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$314,900

ACTIVE Status

2 Beds

3 Baths

1,389 SqFt.

HILTONHEAD-512130 MLS

The Gatherings SubDv.

Hilton Head living without the Hilton Head price tag! This inviting 2-bedroom, 2.5-bath villa in The Gatherings offers a rare opportunity to own on Hilton Head Island at an approachable price point, with the added benefit of a low-maintenance lifestyle. Ideally positioned near the foot of the Hilton Head bridge, this location provides quick access to everything the Island offers while keeping Bluffton, Bluffton Parkway, shopping, dining, and everyday conveniences just minutes away. Inside, an updated kitchen opens to a generous dining and living area, creating a comfortable, spacious feel for everyday living or entertaining. Step outside to the wooden deck overlooking a peaceful lagoon setting-an ideal spot for morning coffee, relaxing at the end of the day, or simply enjoying the Lowcountry surroundings. What truly sets The Gatherings apart is its unique ownership structure. Although legally classified as a condominium, the community includes a variety of home styles, and the regime handles many major exterior responsibilities, simplifying ownership. Regime services include building maintenance, landscaping, insurance components, common water and sewer, pest control, refuse, pool maintenance, and more. The community also offers a pool, assigned parking, and a convenient residential setting. Whether you're looking for a primary residence, lock-and-leave second home, downsizing opportunity, or an affordable way to establish your Hilton Head Island address, this property delivers an appealing combination of location, lifestyle, and value.

111 Sutherland Way Unit 111, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$650,000

ACTIVE Status

3 Beds

3 Baths

1,489 SqFt.

HILTONHEAD-512322 MLS

Ocean Breeze At Treetops SubDv.

Location. Lifestyle. Condition. Value. 36 Ocean Breeze has it all! Discover an outstanding villa in a fantastic Forest Beach location, just a short stroll from Hilton Head Island's sugar-white sandy beach and the many shops, restaurants, and activities at Coligny Plaza. Add to that the year-round events at Lowcountry Celebration Park, including outdoor concerts by the Hilton Head Symphony Orchestra and a variety of festivals, and you have a location that makes enjoying the best of the island easy.36 Ocean Breeze is a totally updated three-bedroom, three-full-bath villa that truly feels like home. Updated from top to bottom, the villa features new flooring, new kitchen countertops and appliances, beautifully updated bathrooms, a new HVAC system, and much more. The floor plan is both comfortable and versatile, with a first-floor bedroom featuring bunk beds and two spacious bedrooms on the second floor. Step outside onto the back deck and enjoy a peaceful view overlooking a lagoon with a fountain-the perfect setting for morning coffee, an afternoon break, or an evening beverage after a day at the beach. Whether you're looking for a rental or a permanent home, or a second home at the beach, 36 Ocean Breeze offers an exceptional opportunity to own a beautifully updated villa in one of Hilton Head's most desirable locations. Great Location. Great Floor Plan. First-Class Condition. Outstanding Value. 36 Ocean Breeze has it all. Isn't it time for you to start making lasting beach​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ memories?

19 Lemoyne Avenue Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$525,000

ACTIVE Status

2 Beds

3 Baths

980 SqFt.

HILTONHEAD-512321 MLS

Tanglewood Villas SubDv.

Opportunity to own a first-class villa in the heart of Forest Beach! Welcome to 1005 Tanglewood Villa, a beautifully updated 2-bedroom, 2-bath villa ideally located just a short distance from Hilton Head Island's sandy beaches, Coligny Plaza, Lowcountry Celebration Park, and the many attractions that make Forest Beach such a special place to own... As a second-floor villa, 1005 Tanglewood offers something truly special from its private balcony-a wonderful view overlooking the tranquil lagoon and fountain below. It is the perfect setting for morning coffee, an afternoon break, or relaxing after a day at the beach. Inside, this villa has been totally updated with quality finishes throughout. The flooring, kitchen countertops, appliances, and bathrooms have all been updated, creating a fresh and inviting coastal feel. The villa is offered with very nice furnishings, making it easy to envision as a turnkey second home or vacation rental. The complex also features a relaxing community pool, providing another place to unwind and enjoy the Hilton Head lifestyle. Whether you're looking for a successful short-term rental opportunity, a second home, or your own place at the beach where family and friends can gather and create lasting memories, 1005 Tanglewood Villa is an opportunity worth seeing. Come see why 1005 Tanglewood could be the perfect place to own your own piece of Hilton Head Island.

9 Tanglewood Drive Unit 1005, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,095,000

ACTIVE Status

2 Beds

2 Baths

1,171 SqFt.

HILTONHEAD-512031 MLS

Barrington Court Villas SubDv.

Open ocean views, proven rentals, and Leamington prestige! 410 Barrington Court is a 2-bedroom / 2-bathroom villa with proven rental performance and projected annual gross rental revenue over $84K, offering a strong blend of income opportunity and second-home enjoyment within Palmetto Dunes Oceanfront Resort. Tucked in one of the most peaceful sections on Ocean Lane, the villa opens to an expansive private balcony designed for dining, lounging, and enjoying oceanfront views, with ocean views carried into both bedrooms. Consistently well maintained by the original owner, the villa features an ideal floor plan with spacious living and dining areas, bedrooms positioned on opposite sides for privacy, and a generous master suite with balcony access and a beautifully renovated walk-in shower. Recent improvements include all new LVP flooring, renovated bathrooms, fresh paint throughout including doors/trim/baseboards, HVAC (2020), dishwasher (2026), and new bedding (not pictured). Barrington Court offers an oceanfront pool and hot tub, pool pavilion with restrooms, grilling area, outdoor showers, covered parking, and designated owner storage locker in the garage for beach gear, golf clubs, and more-all set among beautiful lagoons, lush landscaping, and scenic walkways. Enjoy access to Palmetto Dunes' three miles of beach, tennis/pickleball, three golf courses, 11-mile lagoon system, trails, and dining, plus easy access across William Hilton Parkway to Shelter Cove Harbour & Marina for waterfront dining, shopping, watersports, seasonal activities and live entertainment.

77 Ocean Lane Unit 410, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$299,000

ACTIVE Status

2 Beds

2 Baths

917 SqFt.

HILTONHEAD-512308 MLS

The Spa On Pr Sound SubDv.

Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. The photos will illustrate decor upgrade options, we have a full detailed plan available for use as a second residence or short term rental villa with income potential. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

239 Beach City Road Unit 3123, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$879,000

ACTIVE Status

3 Beds

2 Baths

1,882 SqFt.

HILTONHEAD-512297 MLS

Club Course/Otter SubDv.

Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$5,500,000

ACTIVE Status

5 Beds

7 Baths

7,051 SqFt.

HILTONHEAD-511760 MLS

Ta/P1/Be SubDv.

BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Two-Story Entry with a Grand Marble Staircase, Beautiful Lighting and Travertine Floored Foyer. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is a beautiful Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus has a Dining Table. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

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Hilton Head Real Estate